1.0 2016-09-30 22:36:40 UTC 2020-04-22 15:05:21 UTC BMDB0000794 BMDB00794 N-Acetyl-9-O-acetylneuraminic acid 9-Anana 9-O-Acetyl-N-acetylneuraminic acid 9-O-Acetylsialic acid 9-O-Acetyl-N-acetylneuraminate 9-O-Acetylsialate N-Acetyl-9-O-acetylneuraminate N,9-O-Diacetylneuraminate N,9-O-Diacetylneuraminic acid Neu5,9ac2 C13H21NO10 351.3065 351.116545897 (2S,4S,5R,6R)-6-[(1R,2R)-3-(acetyloxy)-1,2-dihydroxypropyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid 9-O-acetylsialic acid 55717-54-9 CC(=O)N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)COC(C)=O)C(O)=O InChI=1S/C13H21NO10/c1-5(15)14-9-7(17)3-13(22,12(20)21)24-11(9)10(19)8(18)4-23-6(2)16/h7-11,17-19,22H,3-4H2,1-2H3,(H,14,15)(H,20,21)/t7-,8+,9+,10+,11+,13-/m0/s1 NYWZBRWKDRMPAS-GRRZBWEESA-N belongs to the class of organic compounds known as neuraminic acids. These are carbohydrate derivatives containing a neuraminic acid moiety. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Neuraminic acids Alpha hydroxy acids and derivatives C-glucuronides C-glycosyl compounds Carbonyl compounds Carboximidic acids Carboxylic acid esters Carboxylic acids Dicarboxylic acids and derivatives Hemiacetals Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Propargyl-type 1,3-dipolar organic compounds Pyrans Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Alpha-hydroxy acid C-glucuronide C-glycosyl compound Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Glycosyl compound Hemiacetal Hydrocarbon derivative Hydroxy acid Neuraminic acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Propargyl-type 1,3-dipolar organic compound Pyran Secondary alcohol Aliphatic heteromonocyclic compounds N-acetyl-O-acetylneuraminic acid Solid logp -2.35 ALOGPS logs -0.53 ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 2.84 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (2S,4S,5R,6R)-6-[(1R,2R)-3-(acetyloxy)-1,2-dihydroxypropyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid ChemAxon average_mass 351.3065 ChemAxon mono_mass 351.116545897 ChemAxon smiles CC(=O)N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)COC(C)=O)C(O)=O ChemAxon formula C13H21NO10 ChemAxon inchi InChI=1S/C13H21NO10/c1-5(15)14-9-7(17)3-13(22,12(20)21)24-11(9)10(19)8(18)4-23-6(2)16/h7-11,17-19,22H,3-4H2,1-2H3,(H,14,15)(H,20,21)/t7-,8+,9+,10+,11+,13-/m0/s1 ChemAxon inchikey NYWZBRWKDRMPAS-GRRZBWEESA-N ChemAxon polar_surface_area 182.85 ChemAxon refractivity 72.93 ChemAxon polarizability 31.82 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 20822 Specdb::NmrOneD 20823 Specdb::NmrOneD 20824 Specdb::NmrOneD 20825 Specdb::NmrOneD 20826 Specdb::NmrOneD 20827 Specdb::NmrOneD 20828 Specdb::NmrOneD 20829 Specdb::NmrOneD 20830 Specdb::NmrOneD 20831 Specdb::NmrOneD 20832 Specdb::NmrOneD 20833 Specdb::NmrOneD 20834 Specdb::NmrOneD 20835 Specdb::NmrOneD 20836 Specdb::NmrOneD 20837 Specdb::NmrOneD 20838 Specdb::NmrOneD 20839 Specdb::NmrOneD 20840 Specdb::NmrOneD 20841 Specdb::MsMs 317104 Specdb::MsMs 317105 Specdb::MsMs 317106 Specdb::MsMs 363505 Specdb::MsMs 363506 Specdb::MsMs 363507 Specdb::MsMs 2467937 Specdb::MsMs 2467938 Specdb::MsMs 2467939 Specdb::MsMs 2497283 Specdb::MsMs 2497284 Specdb::MsMs 2497285 Specdb::CMs 23004 Specdb::CMs 37769 Specdb::CMs 136627 Specdb::CMs 144361 Specdb::CMs 1076442 Specdb::CMs 1076444 Specdb::CMs 1076446 Specdb::CMs 1076448 Specdb::CMs 1076450 Specdb::CMs 1076452 Specdb::CMs 1076454 Specdb::CMs 1076455 Specdb::CMs 1076456 Specdb::CMs 1076457 Specdb::CMs 1076459 Specdb::CMs 1076460 Specdb::CMs 1076462 Specdb::CMs 1076464 Specdb::CMs 1076466 Specdb::CMs 1076468 Specdb::CMs 1076470 Specdb::CMs 1076471 Specdb::CMs 1076473 Specdb::CMs 1076475 Specdb::CMs 1076477 FDB022249 110484 123962 21500 5759 Forstner, Michael; Freytag, Katharina; Paschke, Eduard. A simple, one-step synthesis of N-acetyl-9-O-acetylneuraminic acid by enzymic transesterification mediated by porcine pancreas lipase in pyridine. Carbohydrate Research (1989), 193 294-5.